Loading AI tools
From Wikipedia, the free encyclopedia
A dihydroxyanthraquinone is any of several isomeric organic compounds with formula (C12H6(OH)2)(CO)2, formally derived from 9,10-anthraquinone by replacing two hydrogen atoms by hydroxyl groups. Dihyroxyantraquinones have been studied since the early 1900s, and include some compounds of historical and current importance.[1][2] The isomers differ in the position of the hydroxyl groups, and of the carbonyl oxygens (=O) of the underlying anthraquinone.
The unqualified term "dihydroxyanthraquinone" usually means a hydroxy derivative of 9,10-anthraquinone. The dihydroxy-9,10-anthraquinone functional group occurs widely in natural products,[3][4][5] and is an important feature of the anthracycline antitumour antibiotics.[6][7] In particular, 1,8-Dihydroxy-9,10-anthraquinone is the precursor for the important topical antipsoriatic drug anthralin, 1,8-dihydroxy-9-anthrone,[8][9]
There are 28 ways of choosing two of the 8 possible hydrogens, but because of the four-fold symmetry of the 9,10-anthraquinone core there are only 10 distinct isomers.[10]
There are also many dihydroxy derivatives of other anthraquinones, such as 1,2-anthraquinone, 1,4-anthraquinone, and 2,6-anthraquinone.[10]
Seamless Wikipedia browsing. On steroids.
Every time you click a link to Wikipedia, Wiktionary or Wikiquote in your browser's search results, it will show the modern Wikiwand interface.
Wikiwand extension is a five stars, simple, with minimum permission required to keep your browsing private, safe and transparent.